Elena Dementieva defeated Caroline Wozniacki 7-6 6-2 in the Olympics round of 16 on hard. The upset overturned the form book — Caroline Wozniacki came in leading the head-to-head 5–2. Elena Dementieva narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-10-25 | WTA Championships | RR | hard | Caroline Wozniacki | 6-1 6-1 |
| 2010-09-27 | Tokyo | F | hard | Caroline Wozniacki | 1-6 6-2 6-3 |
| 2010-08-23 | New Haven | SF | hard | Caroline Wozniacki | 1-6 6-3 7-6(5) |
| 2009-08-10 | Cincinnati | QF | hard | Elena Dementieva | 6-2 6-1 |
| 2009-04-13 | Charleston | SF | clay | Caroline Wozniacki | 6-4 5-7 7-5 |
| 2009-03-23 | Miami | R16 | hard | Caroline Wozniacki | 7-5 6-4 |
| 2008-10-20 | Luxembourg | F | hard | Elena Dementieva | 2-6 6-4 7-6(4) |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (177 vs 199). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About